10. Jerry Maguire (1996)

Starring Tom Cruise as Jerry Maguire, a sports agent, this is a classic by Cameron Crowe, with a strong romantic heart combined with the inside look of the business of sports. Cuba Gooding Jr. won an Oscar for his charming performance as Rod Tidwell, and lines like "Show me the money!" became iconic. In essence, beyond the drama that is Jerry Maguire, comes integrity, love, and second chances—an ancient story that would transcend from being a sports fan story to a romantic's at large.
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Edited by Tanisha Aggarwal